1.

Which compound will give unimolecular nucleophilic substitution reaction easily with aqueous NaOH ?

Answer»

`C_(6)H_(5)-overset("Cl ")overset("| ")underset(C_(6)H_(5))underset("|")("C ")-CH_(3)`
`C_(6)H_(5)-CH_(2)-CH_(2)-Cl`
`C_(6)H_(5)-underset("Cl ")underset("| ")("C ")H-CH_(3)`
`C_(6)H_(5)-CH_(2)-Cl`

Solution :Rate of `S_(N)1` reaction depends on stability of carbocation. Greater stability of carbocation RESULTS in higher rate of `S_(N)1`. The ORDER of stability of carbocation is tertiary `gt` secondary `gt` primary.
(D) `C_(6)H_(5)CH_(2)-Cl "" 1^(@)`
(B) `C_(6)H_(5)CH_(2)-CH_(2)-Cl "" 1^(@)`
(C ) `C_(6)H_(5)-underset("Cl ")underset("| ")("C ")H-CH_(3) "" 2^(@)`
(A) `C_(6)H_(5)-overset("Cl ")overset("| ")underset(C_(6)H_(5))underset("|")("C ")-CH_(3) "" 3^(@)`
`overset(darr)overset(S_(N)1)underset(darr)underset("increases")("reactivity")`


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